Star Collector: Autumn in Newfoundland and New England
 
Boston to Montreal
Mon Sep 14, 2026 - Fri Oct 9, 2026,
 25 days
 on Star Pride
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Starting from $9,299 USD
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Boston to Montreal
Autumn leaves, scenic lighthouses, French culture, Colonial history… discover it all as you cruise between the scenic St. Lawrence River and Gulf, and Boston. Fall in love with Gallic culture and Old World streets lined with bistros, boutiques, and boulangeries, and spend your old Euros in St. Pierre & Miquelon, the last remaining French territories in North America. Visiting St. John's in the fall offers a delightful blend of vibrant autumn colors and cultural experiences, from exploring Signal Hill to enjoying the local arts scene. In St. Anthony and Bonne Bay, a small ship exclusive port, you can immerse yourself in breathtaking landscapes, discover Viking history, and savor seasonal seafood while taking in the stunning coastal views. Take in the epic scenery of vibrant maples, lonely lighthouses, storybook fishing villages, and natural wonders. Soak up history as you walk the cobblestone streets of Old Quebec, Boston’s Freedom Trail, and the Fortress of Louisbourg. And add to your UNESCO life list as you tick off nearly half a dozen ranging from America’s first Viking outpost to unspeakably beautiful Gros Morne National Park.
voyage map
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Day 1: Boston
Founded in 1630 by Puritan settlers, Boston is one of the oldest cities in the U.S. It was a pivotal place during the American Revolution for the Boston Massacre, the Boston Tea Party, the Battle of Bunker Hill and the Siege of Boston. Tourists to Boston see the Faneuil Hall Marketplace, the JFK Library and Museum, the Museum of Fine Arts, the New England Aquarium, and the USS Constitution.
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Day 2: Rockland
Rockland is a classic Maine coastal town and the lobster capital of the world. It has been recognized by National Geographic Travel as the “Top Adventure Town in Maine,” and “Coolest Small Town in US” by Budget Travel. Downtown Rockland is full of historic homes, shops and restaurants serving fresh local seafood. An impressive collection of Maine art can be found at the Farnsworth Art Museum and Wyeth Center. Bordering Penobscot Bay, Rockland is also known internationally as one of the best recreational sailing areas of the world.
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Day 3: Portland
The New England charm of Portland is a delightful mix of stylish and sophisticated, modest and folksy, with a reputation for great dining. There is a plethora of local art and music, lovely parks and a pleasing array of 19th century architecture including beautiful Victorian-era homes. The cobblestone lanes of the Old Port district waterfront are alive with working fishing piers and warehouses converted into shops and restaurants.
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Day 5: Halifax
The capital of Nova Scotia was ranked the 4th best place to live in Canada back in 2012. It is a city with more pubs and clubs per capita than any other Canadian city and even one of the mayors was a brewmaster. The boardwalk on the waterfront follows the water’s edge and is lined with unique shops. Halifax is home to the longest running saltwater ferry and a 200-year-old restored fishing village. Be sure to find time to try fabled donair (pita, meat and sauce), the official food of Halifax.
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Day 6: Sydney, Nova Scotia, Canada
Sydney is the largest city on Cape Breton Island where the hub of activity can be found at the waterfront where you’ll find the world’s largest fiddle. A popular tourist destination, grab a Cape Breton Artisan Trail Map and immerse yourself in the lives of local artisans. Hit Casino Nova Scotia or take a mining tour with the help of a local miner. Check out the year-round indoor Cape Breton Farmers’ Market or discover the history of the Membertou people at their Heritage Park.
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Day 7: Cap aux Meules
With its village main street and many restaurants and bars, charming Cap aux Meules is the gateway to the Magdalen Islands Archipelago located in the middle of the Gulf of St. Lawrence. The port bustles with fishing boats, ferries, and a well-equipped marina offering a huge travel lift crane for dry dock. Sites to see include the church of St. Pierre, constructed from the wreckage of ships and the lighthouse which now warns of the offshore shoals.
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Day 8: Gaspe
Four hundred miles northeast of Quebec City lies Gaspe, one of National Geographic’s Canada’s 50 Places of a Lifetime. This wonderful wilderness area is home to four national parks; Perce Rock; North America’s largest gannet colony; lighthouses and remarkable historic sites. Visit the modern cathedral built almost entirely of wood and make sure to try some of the local specialties such as French-styled lobsters and game.
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Day 10: Quebec City
A focal point of French culture and one of North America’s oldest and most beautiful cities, Quebec City sits above the St. Lawrence River on a rocky spur with 328-foot cliffs. This French-speaking city was established in 1608 with the only fortified city walls remaining in America north of Mexico, and declared a UNESCO World Heritage City. The Old Town is packed with museums, cobblestone streets and mansard-roofed houses begging to be explored. Other historic attractions include the Fairmont Chateau Frontenac, Notre Dame Basilica, Battlefields Park and Terrasse Dufferin.
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Day 11: Quebec City
A focal point of French culture and one of North America’s oldest and most beautiful cities, Quebec City sits above the St. Lawrence River on a rocky spur with 328-foot cliffs. This French-speaking city was established in 1608 with the only fortified city walls remaining in America north of Mexico, and declared a UNESCO World Heritage City. The Old Town is packed with museums, cobblestone streets and mansard-roofed houses begging to be explored. Other historic attractions include the Fairmont Chateau Frontenac, Notre Dame Basilica, Battlefields Park and Terrasse Dufferin.
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Day 12: Montreal
Montreal is full of interesting architecture and is considered by many to be the creative capital of Canada. Named a UNESCO City of Design, Montreal attractions include Basilique Notre-Dame, Stade Olympique, Canal de Lachine, Old Montreal, and Habitat 67. Enjoy a meal at one of the terraced cafes of Plateau Mont-Royal and make sure you try Kamouraska lamb, Arctic char and poutine.
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Day 13: Quebec City
A focal point of French culture and one of North America’s oldest and most beautiful cities, Quebec City sits above the St. Lawrence River on a rocky spur with 328-foot cliffs. This French-speaking city was established in 1608 with the only fortified city walls remaining in America north of Mexico, and declared a UNESCO World Heritage City. The Old Town is packed with museums, cobblestone streets and mansard-roofed houses begging to be explored. Other historic attractions include the Fairmont Chateau Frontenac, Notre Dame Basilica, Battlefields Park and Terrasse Dufferin.
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Day 14: Baie-Comeau, Quebec, Canada
Located on the shores of the Saint Lawrence River near the mouth of the Manicouagan River, and birthplace of former Prime Minister Brian Mulroney, Baie-Comeau is known for delicious local seafood like lobster and fish and Crâââbe, a bitter beer brewed with crab shells. It is recognized as one of the best bird-watching sites in Quebec and boasts the second oldest lighthouse in Quebec, Pointe-des-Monts Lighthouse.
 
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Day 16: Cap aux Meules
With its village main street and many restaurants and bars, charming Cap aux Meules is the gateway to the Magdalen Islands Archipelago located in the middle of the Gulf of St. Lawrence. The port bustles with fishing boats, ferries, and a well-equipped marina offering a huge travel lift crane for dry dock. Sites to see include the church of St. Pierre, constructed from the wreckage of ships and the lighthouse which now warns of the offshore shoals.
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Day 17: St. Pierre & Miquelon
This self-governing overseas territory of France is the only part of New France that remains under French control. Situated in the Gulf of St. Lawrence, seabirds are plentiful here with seals and other wildlife found in the lagoon. Sparsely populated, but with a distinct French atmosphere, see the National Museum and the cathedral.
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Day 18: St. John’s
Considered one of North America’s oldest settlements, St. John’s is a charming blend of winding streets, colorful row houses, hidden alleyways and a bustling harbor. Visit Quidi Vidi, St. John’s village-within-a-city, and Signal Hill where small wooden houses cling to the cliff-sides and Cabot Tower stands guard. Take time to visit The Rooms, a provincial museum, art gallery and archives housed next to the twin clock towers of the Basilica of St. John the Baptist.
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Day 19: St. John’s
Considered one of North America’s oldest settlements, St. John’s is a charming blend of winding streets, colorful row houses, hidden alleyways and a bustling harbor. Visit Quidi Vidi, St. John’s village-within-a-city, and Signal Hill where small wooden houses cling to the cliff-sides and Cabot Tower stands guard. Take time to visit The Rooms, a provincial museum, art gallery and archives housed next to the twin clock towers of the Basilica of St. John the Baptist.
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Day 20: St. Anthony
St. Anthony is a popular whale-watching destination. Located at the northern tip of Newfoundland, icebergs appear along Newfoundland Iceberg Alley and the rugged coastline, there is a vast wilderness of valleys and lake-dotted mountains, and the local fresh seafood is among the best.
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Day 21: Red Bay
Red Bay is a fishing village that was, between 1530 and the early 17th century, a major Basque whaling area. Here the highlight will be what you learn as you see three Basque whaling galleons and four small chalupas used for capturing whales, Red Bay’s livelihood at the time. In 2013 Red Bay Basque Whaling Station was named a UNESCO World Heritage Site where original Basque artifacts, and a restored chalupa are preserved.
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Day 22: Bonne Bay / Woody Point
Bonne Bay and Woody Point are part of the Gros Morne National Park, whose ancient landscape is a UNESCO World Heritage Site. Bonne Bay has two sections – Inner Bonne Bay and Outer Bonne Bay. Inner Bonne Bay has two arms with wooded coves and beaches. Outer Bonne Bay is the entrance to the Bonne Bay fjord. This bay was carved out approximately 10,000 years ago and is an area full of wildlife – moose and caribou, Arctic hare and ptarmigan.
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Day 23: Havre St. Pierre
Situated at the northern end of the St. Lawrence River, Havre St. Pierre is home to the eerie limestone structures of the Mingan Archipelago National Park Reserve. Tourism contributes hugely to the economy of this small town noted for the unique variety of flora and fauna found here such as the rare Mingan Thistle and puffins. Excellent fishing is also found here,made up of snow crab, scallops, lobster and salmon.
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Day 25: Trois-Rivières, Canada
Trois-Rivières, located in Quebec, Canada, is a charming city known for its rich history and vibrant culture. Established in 1634, it's one of North America's oldest cities, featuring beautifully preserved architecture and historic sites like the Old Prison and the Ursuline Monastery. The city offers diverse attractions, including the Borealis museum, which delves into the region's paper industry heritage, and the Musée POP, celebrating Quebec's popular culture. Outdoor enthusiasts can enjoy Parc de l'île Saint-Quentin, a scenic park perfect for recreation and relaxation.
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Day 26: Montreal
Montreal is full of interesting architecture and is considered by many to be the creative capital of Canada. Named a UNESCO City of Design, Montreal attractions include Basilique Notre-Dame, Stade Olympique, Canal de Lachine, Old Montreal, and Habitat 67. Enjoy a meal at one of the terraced cafes of Plateau Mont-Royal and make sure you try Kamouraska lamb, Arctic char and poutine.
Popular Highlights
Cap-aux-Meules
Take a boat tour in Cap-aux-Meules and learn about the geological formation of the Red Cliffs, the islands history, and learn about the various bird species that call the island home.
fall foliage
Witness the vibrant beauty of the fall foliage along the East Coast of the United States and Canada
Portland
Portland, Maine, is home to 6 lighthouses including Portland Head Light, one of the most photogenic lighthouses in Maine.
Quebec City
During your overnight in Quebec City, join a Walking & Riedel Wine Tasting excursion with an expert Sommelier.
St. Anthony
St. Anthony, is the self proclaimed iceberg capital of the world. People travel from all over to experience one of the most spectacular wonders of nature, the flowing of the icebergs through Iceberg Alley.
 
St. John’s
Enjoy an overnight in St. John’s with plenty of time to explore Signal Hill, a designated National Historical Site and the city’s most well-known landmark, this castle offers spectacular views of the harbor.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Mon Sep 14
Boston
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Tue Sep 15
Rockland
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Sep 16
Portland
Arrive:  8:00 AM
Depart:  11:00 PM
Watersports Platform: 
Thu Sep 17
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Sep 18
Halifax
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Sat Sep 19
Sydney, Nova Scotia, Canada
Arrive:  1:00 PM
Depart:  7:00 PM
Watersports Platform: 
Sun Sep 20
Cap aux Meules
Arrive:  10:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Sep 21
Gaspe
Arrive:  1:00 PM
Depart:  7:00 PM
Watersports Platform: 
Tue Sep 22
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Wed Sep 23
Quebec City
Arrive:  9:00 AM
Depart:  
Watersports Platform: 
Thu Sep 24
Quebec City
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Fri Sep 25
Montreal
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Sep 26
Quebec City
Arrive:  8:00 AM
Depart:  5:30 PM
Watersports Platform: 
Sun Sep 27
Baie-Comeau, Quebec, Canada
Arrive:  1:00 PM
Depart:  7:00 PM
Watersports Platform: 
Mon Sep 28
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Tue Sep 29
Cap aux Meules
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Wed Sep 30
St. Pierre & Miquelon
Arrive:  1:00 PM
Depart:  9:00 PM
Watersports Platform: 
Thu Oct 1
St. John’s
Arrive:  2:00 PM
Depart:  
Watersports Platform: 
Fri Oct 2
St. John’s
Arrive:  
Depart:  3:00 PM
Watersports Platform: 
Sat Oct 3
St. Anthony
Arrive:  1:00 PM
Depart:  9:00 PM
Watersports Platform: 
Sun Oct 4
Red Bay
Arrive:  7:00 AM
Depart:  4:00 PM
Watersports Platform: 
Mon Oct 5
Bonne Bay / Woody Point
Arrive:  7:00 AM
Depart:  3:00 PM
Watersports Platform: 
Tue Oct 6
Havre St. Pierre
Arrive:  10:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Oct 7
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Oct 8
Trois-Rivières, Canada
Arrive:  12:00 PM
Depart:  9:00 PM
Watersports Platform: 
Fri Oct 9
Montreal
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Star Porthole Suite
Star Porthole Suite
These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.
? Cruise only from $9,299 per guest
? All-inclusive price from $9,299 per guest
Ocean View Suite
Ocean View Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, and savor a treat from the fresh fruit bowl.
? Cruise only from $10,079 per guest
? All-inclusive price from $10,079 per guest
Ocean View Suite 1
Ocean View Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $10,399 per guest
? All-inclusive price from $10,399 per guest
Star Ocean View Suite 1
Star Ocean View Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $10,599 per guest
? All-inclusive price from $10,599 per guest
Ocean View Suite 2
Ocean View Suite 2
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $10,739 per guest
? All-inclusive price from $10,739 per guest
Ocean View Suite 3
Ocean View Suite 3
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $10,959 per guest
? All-inclusive price from $10,959 per guest
Balcony Suite
Balcony Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $13,799 per guest
? All-inclusive price from $13,799 per guest
Star Balcony Suite
Star Balcony Suite
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $14,109 per guest
? All-inclusive price from $14,109 per guest
Balcony Suite 1
Balcony Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $14,719 per guest
? All-inclusive price from $14,719 per guest
Star Balcony Suite 1
Star Balcony Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $15,329 per guest
? All-inclusive price from $15,329 per guest
Deluxe Suite
Deluxe Suite
Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.
? Cruise only from $18,129 per guest
? All-inclusive price from $18,129 per guest
Owner's Suite
Owner's Suite
With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, Interactive TVs and a full master bath and separate powder room indulge you in spacious comfort. 
? Cruise only from $24,079 per guest
? All-inclusive price from $24,079 per guest
Classic Suite
Classic Suite
Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.
? Call for Availability
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Early Booking Offer 2026 & 2027
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Mon, Sep 14 - Fri, Oct 9, 2026
STAR PRIDE
$9,299
$9,299
THIS
SAILING
Fri, Sep 25 - Tue, Oct 20, 2026
STAR PRIDE
$9,299
$9,299